(1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione

Basic Information

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CAS Number

21715-90-2

Molecular Formula

C9H9NO3

Molecular Weight

179.17 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Basic Physical Properties

Melting Point

167.0 to 171.0 deg-C

Boiling Point

347.7 ℃ at 760 mmHg

Flash Point

STABILITY

Solubility

Soluble in ethanol

Refractive Index

1.5600 (estimate)

SMILES

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C1C2C=CC1C3C2C(=O)N(C3=O)O

InChI

InChI=1S/C9H9NO3/c11-8-6-4-1-2-5(3-4)7(6)9(12)10(8)13/h1-2,4-7,13H,3H2/t4-,5+,6-,7+

InChIKey

ZUSSTQCWRDLYJA-UMRXKNAASA-N

LogP

0.18270000000000008

Topological Polar Surface Area

57.61 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

306

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

4,7-Methano-1H-isoindole-1,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy-
Oprea1_006565
21715-90-2
AM83836
CS-W017277
N-Hydroxy-5-norbornene-2,3-dicarboximide(HONB)
N-Hydroxy-5-norbornene-2.3-dicarboxylic imide
EN300-7465429
SCHEMBL6052
AKOS016843665
SY008964
5-Norbornene-2,3-dicarboximide, N-hydroxy-
NSC100740
HONB
4-Hydroxy-4-azatricyclo[5.2.1.0(2,6)]dec-8-ene-3,5-dione
N-Hydroxy-norborn-5-ene-2,3-dicarboximide
LS-13604
DTXSID60885178
NS00049914
4,3(2H)-dione, 3a,4,7,7a-tetrahydro-2-hydroxy-
N-Hydroxy-5-bicyclo[2.2.1]heptene-2,3-dicarboximide
SR-01000494503-1
4-hydroxy-4-azatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
NSC 100740
H0528
5-Norbornene-2, N-hydroxy-
N-Hydroxynorborn-5-ene-2,3-dicarboximide
AKOS001672015
NSC-100740
EINECS 244-538-6
NSC-12953

MDL Number

MFCD00167583

Customs Code

2918199090

FAQ

What are the physical and chemical properties of (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2)?

The compound (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2) is a bicyclic amide with a molecular weight of approximately 240.33 g/mol. It is slightly soluble in water but soluble in common organic solvents like methanol and acetonitrile. The compound is known for its reactivity due to the presence of an enone group and a hydroxyl group. It exhibits good stability under normal conditions but can degrade under basic or acidic conditions.

How is (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2) typically synthesized?

The compound (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2) is typically synthesized via a multi-step process involving the ring-opening of a bicyclic amide followed by selective hydrogenation and hydroxylation. Commonly used catalysts include palladium-based catalysts under hydrogen atmosphere. The reaction conditions are optimized for high yield and selectivity, with the final product isolated through standard purification techniques.

What industries use (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2)?

The compound (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2) is used in the pharmaceutical industry for the synthesis of bioactive compounds. It is also employed in the polymer industry for developing novel materials with specific properties. Additionally, it finds applications in the sensor and semiconductor industries for its unique chemical properties.

What precautions should be taken when handling (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2)?

When handling (1R,2S,6R,7S)-4-Hydroxy-4-azatricyclo[5.2.1.0~2,6~]dec-8-ene-3,5-dione (CAS: 21715-90-2), it is crucial to use appropriate personal protective equipment (PPE) such as gloves, goggles, and lab coats. Work should be conducted in a well-ventilated area or a fume hood. Spills should be handled with appropriate absorbent materials and neutralized using standard laboratory practices. Refer to the safety data sheet (SDS) for detailed emergency procedures and storage guidelines.